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Back to Big Later (and that time I found out my wife was pregnant)

I left Salesforce to work on Big Later full-time in April 2021. Making a living on a $5 course is really tough. Even if you get thousands of customers… it’s… well… I don’t recommend it. It was very consistent with the brand, but it was just bad business.

So we tried to pivot into B2B, positioning ourselves as a Millennial-focused financial wellness benefit. That’s when I learned that selling to HR sucks. We’d get in with companies, trial the content with a team, they’d love it, intro us to their “head of benefits,” they’d express their interest for the project, we’d send over a conservative proposal, and then silence. Over and over.

So we pivoted back to the original business model (selling courses) and started crunching some numbers to see how we could make this work. With some new website copy, a new pricing model, a fresh course on crypto, and a deep sense of purpose, it felt like we had a clear path forward. We got right up to the edge of a relaunch.

Then my wife got pregnant. And if you have ever had that happen, you quickly realize that you want things like health insurance. And money.

I probably dilly-dallied too much during the time I was “full-time” on Big Later. It never got off the ground in the way I had hoped. I had to go get a real job.

So I did. Then two weeks into my new gig, the universe did a very universe-y thing.

The story continues in the next fast-forward.